CHEBI:65903 - fomitoside E

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ChEBI Name fomitoside E
ChEBI ID CHEBI:65903
Definition A triterpene glycoside that consists of lanost-8,23-dien-21-oic acid substituted at by a α-acetyloxy group at position 3, a hydroxy group at position 25 and a β-D-xylopyranosyl moiety at position 21 via a glycosidic linkage. Isolated from the fruit body of Fomitopsis pinicola, it exhibits inhibitory activity against COX-1 and COX-2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H58O9
Net Charge 0
Average Mass 646.85100
Monoisotopic Mass 646.40808
InChI InChI=1S/C37H58O9/c1-21(38)45-28-15-17-35(6)24-14-19-36(7)23(13-18-37(36,8)25(24)11-12-27(35)34(28,4)5)22(10-9-16-33(2,3)43)31(42)46-32-30(41)29(40)26(39)20-44-32/h9,16,22-23,26-30,32,39-41,43H,10-15,17-20H2,1-8H3/b16-9+/t22-,23-,26-,27+,28-,29+,30-,32+,35-,36-,37+/m1/s1
InChIKey SZJHDEBBAHZWAS-JYUDEBFNSA-N
SMILES [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](OC(C)=O)C(C)(C)[C@]1([H])CC3)[C@@H](C\C=C\C(C)(C)O)C(=O)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Fomitopsis pinicola (NCBI:txid40483) Found in fruit body (BTO:0000487). See: PubMed
Roles Classification
Biological Role(s): cyclooxygenase 1 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fomitoside E (CHEBI:65903) has parent hydride lanostane (CHEBI:20265)
fomitoside E (CHEBI:65903) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
fomitoside E (CHEBI:65903) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
fomitoside E (CHEBI:65903) has role fungal metabolite (CHEBI:76946)
fomitoside E (CHEBI:65903) is a β-D-xyloside (CHEBI:27926)
fomitoside E (CHEBI:65903) is a acetate ester (CHEBI:47622)
fomitoside E (CHEBI:65903) is a secondary alcohol (CHEBI:35681)
fomitoside E (CHEBI:65903) is a tetracyclic triterpenoid (CHEBI:26893)
fomitoside E (CHEBI:65903) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
1-O-[(3α,23E)-3-acetoxy-25-hydroxy-21-oxolanosta-8,23-dien-21-yl]-β-D-xylopyranose
Synonym Source
25-hydroxy-3α-acetoxylanost-8,23-dien-21-oicacid 21-O-β-D-xylopyranoside ChEBI
Registry Number Type Source
10231343 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15679320 PubMed citation Europe PMC
Last Modified
20 January 2014